Abstract
The electrochemical reduction of pyrylium salts in anhydrous acetonitrile is not complicated by adsorption and may serve as a convenient method for the evaluation of the effect of structural factors on the ability of pyrylium cations to undergo conversion to the corresponding pyranyl radicals and the ability of the latter to undergo dimerization. The stepwise two-electron reduction of conjugated dipyrylium salts leads successively to cation radicals and dipyranylidene structures.
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L. A. Polyakova, A. K. Bilevich, N. N. Bubnov, G. N. Dorofeenko, and O. Yu. Okhlobystin, Dokl. Akad. Nauk SSSR, 212, 370 (1973).
M. V. Nekhoroshev and O. Ya. Okhlobystin, Zh. Obshch. Khim. (in press).
L. A. Polyakova, Master's Dissertation, Institute of Hetoorganic Chemistry, AS USSR, Moscow (1974).
M. M. Evstifeev, G. Kh. Aminova, G. N. Dorofeenko, and E. P. Olekhnovich, Zh. Obshch. Khim., 44, 657 (1974).
M. M. Evstifeev, G. Kh. Aminova, G. N. Dorofeenko, and E. P. Olekhnovich, Zh. Obshch. Khim., 44, 267 (1974).
G. K. Budnikov, Usp. Khim., 40, 2047 (1971).
A. T. Balaban, C. Bratu, and C. N. Rentea, Tetrahedron, 20, 265 (1964).
K. Conrow and P. C. Radlick, J. Org. Chem., 215, 2260 (1961).
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 3, pp. 318–321, March, 1977.
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Berberova, N.T., Dorofeenko, G.N. & Okhlobystin, O.Y. Electrochemical reduction of pyrylium salts in an aprotic medium. Chem Heterocycl Compd 13, 250–253 (1977). https://doi.org/10.1007/BF00470304
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DOI: https://doi.org/10.1007/BF00470304